The act of a female performing deep fellatio on a male while wearing heavy mascara and/or eyeliner. The depth of the act may initiate the gag reflex causing her eyes to water, resulting in her mascara to run down each cheek; thus, resembling a sad clown when she looks up at you.

The act of masterbating or recieving a handjob to music that resembles that of a sad clown. Usually played during circus acts, however several talented musicians (serbs and those alike) have the ability to recreate the most classic of the sad clown melodies. Some of the most famous "sad clown" producers of our time and age include: Eric "the pedo" Bein and Jim " Jerk-a-lot" Phillips.

That bird got a sad clown in the laundry room. Pretty fucking classic if you ask me.

The act of having sexual relations with a woman and, as soon as the male takes his pants off, the female sees how small his penis is and starts laughing uncontrollably to the point where tears start to roll down her face.

You: So how'd your night with Hayley go?

Friend: Not so good, man...

You: Oh, sorry to hear that, what happened?

Friend: Well, let's put it this way. As soon as we started to get it on back at my place, she sad clowned.